AR073773A1 - METHOD FOR PRODUCING BETA-ENRICHED PROTECTED DECITABIN. - Google Patents

METHOD FOR PRODUCING BETA-ENRICHED PROTECTED DECITABIN.

Info

Publication number
AR073773A1
AR073773A1 ARP090103836A ARP090103836A AR073773A1 AR 073773 A1 AR073773 A1 AR 073773A1 AR P090103836 A ARP090103836 A AR P090103836A AR P090103836 A ARP090103836 A AR P090103836A AR 073773 A1 AR073773 A1 AR 073773A1
Authority
AR
Argentina
Prior art keywords
protected
formula
producing beta
decitabin
enriched
Prior art date
Application number
ARP090103836A
Other languages
Spanish (es)
Inventor
Lijun Mei
Kun Hu
Julian Paul Henschke
Xiaoheng Zhang
Jianbo Yu
Original Assignee
Scinopharm Taiwan Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Scinopharm Taiwan Ltd filed Critical Scinopharm Taiwan Ltd
Publication of AR073773A1 publication Critical patent/AR073773A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/12—Triazine radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/08—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals directly attached to carbocyclic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Saccharide Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Reivindicacion 1: Un método para producir decitabina protegida beta-enriquecida de formula (1) donde cada uno de los R1 es un grupo alquilo C1-8 o un grupo arilo, cada uno de los R2 y R3 es independientemente hidrogeno o Si(R4)3, y R4 es independientemente un grupo alquilo C1-8 o un grupo arilo opcionalmente sustituido, que comprende: a) acoplar una 2-desoxi-ribofuranosa protegida de formula (2), donde cada uno de los R1 es segun se definio anteriormente, y R5 es un grupo alquilcarbonilo, arilcarbonilo, alquilsulfonilo, fluoroalquilsulfonilo o grupo arilsulfonilo, con una 5-azacitosina protegida, de formula (3), donde cada uno de los R4 es segun se definio anteriormente, en presencia de un solvente orgánico y un catalizador para formar una mezcla de reaccion que comprende a la decitabina protegida de formula (1); y b) enfriar la mezcla de reaccion del paso a) con una base orgánica; donde la base orgánica es soluble en el solvente orgánico.Claim 1: A method for producing beta-enriched protected decitabine of formula (1) wherein each of R1 is a C1-8 alkyl group or an aryl group, each of R2 and R3 is independently hydrogen or Si (R4) 3, and R4 is independently a C1-8 alkyl group or an optionally substituted aryl group, comprising: a) coupling a protected 2-deoxy-ribofuranose of formula (2), where each of the R1 is as defined above, and R5 is an alkylcarbonyl, arylcarbonyl, alkylsulfonyl, fluoroalkylsulfonyl or arylsulfonyl group, with a protected 5-azacytosine, of formula (3), where each of the R4 is as defined above, in the presence of an organic solvent and a catalyst to form a reaction mixture comprising the protected decitabine of formula (1); and b) cooling the reaction mixture from step a) with an organic base; where the organic base is soluble in the organic solvent.

ARP090103836A 2008-10-03 2009-10-05 METHOD FOR PRODUCING BETA-ENRICHED PROTECTED DECITABIN. AR073773A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US10257108P 2008-10-03 2008-10-03

Publications (1)

Publication Number Publication Date
AR073773A1 true AR073773A1 (en) 2010-12-01

Family

ID=42073911

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP090103836A AR073773A1 (en) 2008-10-03 2009-10-05 METHOD FOR PRODUCING BETA-ENRICHED PROTECTED DECITABIN.

Country Status (9)

Country Link
EP (1) EP2341772B1 (en)
JP (1) JP2012504652A (en)
CN (1) CN102209467B (en)
AR (1) AR073773A1 (en)
AU (1) AU2009298175A1 (en)
ES (1) ES2421233T3 (en)
HR (1) HRP20130652T1 (en)
IL (1) IL212110A0 (en)
WO (1) WO2010040056A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8232387B2 (en) * 2009-08-18 2012-07-31 Scinopharm Taiwan, Ltd. Process for the preparation of cladribine
CN102827224B (en) * 2011-06-16 2016-09-28 江苏豪森药业集团有限公司 The synthesis of a kind of decitabine and industrialized preparing process
CN104761605B (en) * 2014-01-03 2019-03-26 江苏豪森药业集团有限公司 Decitabine disposing mother liquor manufacturing technique method
CN106831917B (en) * 2016-12-21 2020-05-19 连云港恒运药业有限公司 Preparation method of decitabine intermediate
CN106831916B (en) * 2017-02-06 2019-12-06 抚州市星辰药业有限公司 synthetic method of beta-thymidine
CN110028537A (en) * 2018-01-11 2019-07-19 上海百灵医药科技有限公司 A kind of synthetic method of Decitabine

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5366987A (en) * 1991-08-22 1994-11-22 Warner-Lambert Company Isoxazolyl-substituted alkyl amide ACAT inhibitors
US7582748B2 (en) * 2003-03-20 2009-09-01 Microbiologica Quimica E Farmaceutical Ltd. Methods of manufacture of 2′-deoxy-β-L-nucleosides
US7250416B2 (en) * 2005-03-11 2007-07-31 Supergen, Inc. Azacytosine analogs and derivatives
EP2048151A1 (en) * 2007-10-10 2009-04-15 Cilag AG Method for producing nucleosides by direct glycosylation of the nucleoside base
WO2009086687A1 (en) * 2008-01-03 2009-07-16 Nanjing Zhongshi Chemical Co., Ltd. The synthesis method of decitabine

Also Published As

Publication number Publication date
EP2341772A4 (en) 2012-03-28
EP2341772A1 (en) 2011-07-13
ES2421233T3 (en) 2013-08-29
IL212110A0 (en) 2011-06-30
EP2341772B1 (en) 2013-04-17
WO2010040056A1 (en) 2010-04-08
HRP20130652T1 (en) 2013-08-31
AU2009298175A1 (en) 2010-04-08
JP2012504652A (en) 2012-02-23
CN102209467B (en) 2014-03-12
CN102209467A (en) 2011-10-05

Similar Documents

Publication Publication Date Title
AR073773A1 (en) METHOD FOR PRODUCING BETA-ENRICHED PROTECTED DECITABIN.
AR079491A1 (en) METHODS OF SYNTHESIS OF INHIBITORS OF THE XA FACTOR SUCH AS BETRIXABAN AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE BETRIXABAN FREE BASE OR ITS SUBSTANTIALLY PURE SALT.
AR072586A1 (en) DERIVATIVES OF SUBSTITUTED SULFAMIDS, PROCESSES FOR THEIR PREPARATION AND THEIR USE FOR THE TREATMENT OF NERVOUS SYSTEM AND METABOLISM DISORDERS.
CO6241076A2 (en) BENZAMIDA COMPOUNDS AND APPLICATIONS OF THE SAME
AR073003A1 (en) PROCESS TO PREPARE 5-AZACITOSINE NUCLEOSIDS AND ITS DERIVATIVES
CO6020004A1 (en) PIRIDAZINONILOS MACROCICLICOS AS INHIBITORS OF SERINA PROTEASA DE HEPATITIS C
AR060590A1 (en) IMIDAZO COMPOUNDS
AR067355A1 (en) PROCESSES FOR THE PREPARATION OF PIRAZOLES
BR112013001335A2 (en) process of preparing amino benzoyl benzofuran derivatives
CR11129A (en) PROCESS FOR THE PRODUCTION OF PIRAZOLES
AR123584A2 (en) INTERMEDIATE PROCESSES AND COMPOUNDS FOR THE PREPARATION OF 2-CARBOXAMIDE-CYCLOAMINO-UREA DERIVATIVES
AR083729A1 (en) FLUID FOR WELL SERVICE
AR098200A1 (en) PROCESS TO PREPARE ALUMINOXANS, CATALYST AND ALUMINOXAN COMPONENTS RESULTS
AR074324A1 (en) PREPARATION OF HYDROCLORIDE OF PALONOSETRON CRISTALINO
AR052871A1 (en) AN EXO-SELECTIVE SYNTHESIS OF HIMBACINE ANALOGS
PE20120223A1 (en) HETEROCYCLIC COMPOUNDS AS INHIBITORS OF THE GLYCINE-1 TRANSPORTER (GLYT-1)
AR071217A1 (en) BENCIMIDAZOL DERIVATIVES
AR051936A1 (en) PROCESS FOR THE PREPARATION OF PIRAZOLES
AR074630A1 (en) PROCESS TO PREPARE ACIDS 1-HYDROXIALQUILIDEN-1,1-BIFOSPHONICS
ES2669546T3 (en) New synthesis of noroxymorphone from morphine
PE20080098A1 (en) METHOD FOR PREPARING INTERMEDIATE COMPOUNDS OF QUINOLINE 4-HALOGENATED
PE20142331A1 (en) METHOD OF PREPARING A COMPOUND BY THE ADDITION REACTION OF MICHAEL NOVEDOSA USING WATER OR VARIOUS ACIDS AS ADDITIVE
NI201300011A (en) FORMULATIONS
AR077332A1 (en) PROCESSES FOR THE RENTAL OF PIRAZOLES
BR112015024815A2 (en) process for the preparation of a compound

Legal Events

Date Code Title Description
FB Suspension of granting procedure